Benton Harbor Holiday Rentals

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Benton Harbor holiday rentals

Interior
Pet-friendly Cassoplis Cabin, Close to Parks!

Cottage in Cassopolis

Pet-friendly Cassoplis Cabin, Close to Parks!
3.0 star property
The price is S$365
includes taxes & fees
12 Jan - 13 Jan, 2026
Pet-friendly Cassoplis Cabin, Close to Parks!
Exterior
Postcard Cabins Barber Creek, Outdoor Collection by Marriott Bonvoy

Cabin in Grand Junction

Postcard Cabins Barber Creek, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.8 out of 10, Exceptional, (64)
"This place is such a vibe! My fiance and I loved staying here! Can't wait to go back! "
United States
Cassandra
The price is S$157
includes taxes & fees
8 Jan - 9 Jan, 2026
Postcard Cabins Barber Creek, Outdoor Collection by Marriott Bonvoy
Terrace/patio
Bluestar Cottage - 2BR with Hot Tub

Holiday Home in Saugatuck

Bluestar Cottage - 2BR with Hot Tub
2.0 star property
10.0 out of 10, Exceptional, (1)
"Super cute house and VERY conveniently located within minutes from downtown Saugatuck and Douglas! Also: the house has a Tesla charger too. Don’t recall seeing it on the listing but definitely a great option for those with EV’s!"
United States
Robert
Bluestar Cottage - 2BR with Hot Tub
Exterior
Wallys Place

Apartment in Downtown Saugatuck

Wallys Place
2.5 star property
10.0 out of 10, Exceptional, (1)
"This is a very clean,nicely decorated adorable little cottage near the water and many little shops and places to eat. I would stay there again!"
United States
Maureen
The price is S$243
includes taxes & fees
5 Jan - 6 Jan, 2026
Wallys Place
Interior
Pet-friendly Getaway With Golf & Private Patio Retreat 4 Bedroom Home

Holiday Home in South Bend

Pet-friendly Getaway With Golf & Private Patio Retreat 4 Bedroom Home
3.0 star property
The price is S$1,355
includes taxes & fees
2 Jan - 3 Jan, 2026
Pet-friendly Getaway With Golf & Private Patio Retreat 4 Bedroom Home
Exterior
Water Street Retreat

Apartment in Downtown Saugatuck

Water Street Retreat
3.0 star property
8.0 out of 10, Very good, (1)
The price is S$257
includes taxes & fees
4 Jan - 5 Jan, 2026
Water Street Retreat
Exterior
Singapore Stable

Cottage in Saugatuck

Singapore Stable
3.0 star property
The price is S$458
includes taxes & fees
21 Jan - 22 Jan, 2026
Singapore Stable
Exterior
Nightingale

Apartment in Saugatuck

Nightingale
3.5 star property
The price is S$387
includes taxes & fees
11 Jan - 12 Jan, 2026
Nightingale
Exterior
Hummingbird - One Bedroom Apartment, Sleeps 2

Apartment in Saugatuck

Hummingbird - One Bedroom Apartment, Sleeps 2
3.0 star property
8.6 out of 10, Excellent, (4)
"This is a cute little cottage that is right next to everything you need. Just a walk down the street and there are tons of stores to shop at and places to eat. We also rented out a boat also just to walk down the street. We will definitely be staying at this cottage again very happy with our stay. "
United States
Tina
The price is S$250
includes taxes & fees
5 Jan - 6 Jan, 2026
Hummingbird - One Bedroom Apartment, Sleeps 2
Exterior
The Oriole

Cottage in Saugatuck

The Oriole
3.0 star property
The price is S$286
includes taxes & fees
5 Jan - 6 Jan, 2026
The Oriole
Exterior
Downtown View

Apartment in Downtown Saugatuck

Downtown View
3.0 star property
The price is S$243
includes taxes & fees
4 Jan - 5 Jan, 2026
Downtown View
Exterior
The Swallow

Villa in Saugatuck

The Swallow
3.5 star property
The price is S$489
includes taxes & fees
5 Jan - 6 Jan, 2026
The Swallow
Exterior
Riverview

Apartment in Downtown Saugatuck

Riverview
3.0 star property
The price is S$218
includes taxes & fees
5 Jan - 6 Jan, 2026
Riverview
Exterior
Lucky Lucy

Apartment in Downtown Saugatuck

Lucky Lucy
3.0 star property
The price is S$253
includes taxes & fees
14 Jan - 15 Jan, 2026
Lucky Lucy
Exterior
Beach Glass Block From Heart of Saugatuck!

Cottage in Downtown Saugatuck

Beach Glass Block From Heart of Saugatuck!
3.0 star property
The price is S$485
includes taxes & fees
5 Jan - 6 Jan, 2026
Beach Glass Block From Heart of Saugatuck!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Benton Harbor Hotel Reviews

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

10/10 Excellent
"Oh my… Everything was fantastic. Room was neat and clean. Staff was attentive. I called for more towels and they were up in bout 5 minutes. I love how you can get fresh coffee"
Donna 1-night trip
Posted 1 day ago
Four Winds Casino Resort – New Buffalo

Frequently asked questions

Are there holiday rentals in Benton Harbor?

Yes, there are holiday rentals close to the most popular sights in Benton Harbor, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the bustling port and popular beaches in Benton Harbor. Make sure to also enjoy the array of shops and the wineries during your holiday.

How many holiday rentals will I find in Benton Harbor?

Choose from 90 Expedia holiday rentals in Benton Harbor for a memorable holiday.

What’s there to see and do in Benton Harbor?

Lake Michigan and Sarett Nature Center are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Harbor Shores Golf Club and 12 Corners Vineyards.

What’s a holiday rental in Benton Harbor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Benton Harbor. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for family trips.